[Hiring] AI Legal Fellow — Litigation & Motion Practice @RemoteJobsOne

Role Description

This is a fully remote position, open to candidates based in the United States.

We are seeking accomplished litigators to join The Winning Motion, a part-time AI fellowship focused on advancing the quality of AI-generated legal advocacy. The fellowship brings together experienced lawyers with strong motion-practice backgrounds to help train and evaluate frontier AI models on one of the hardest remaining problems in legal AI: not simply reaching the right legal answer, but turning sound legal analysis into persuasive advocacy.

Fellows will:

• Review and evaluate AI-generated motions.
• Identify what separates competent legal writing from exceptional advocacy.
• Help develop the standards and training data that improve how AI systems frame arguments, use authority, organize facts, and exercise persuasive judgment.

Key Responsibilities

• Perform simulated motion drafting, briefing, and litigation strategy exercises.
• Review and assess AI responses to litigation scenarios, providing expert feedback to improve model performance and output precision.
• Create objective evaluation frameworks and grading criteria to assess AI performance on litigation tasks with rigor and consistency.
• Collaborate with product and research teams to refine data, guidelines, and best practices for AI-driven litigation support solutions.

Qualifications

• Substantial experience litigating civil matters in federal court, including motion practice, briefing, and case strategy.
• A record of at least 3 motions won in federal civil litigation, with supporting documentation (e.g., court orders or docket entries) required.
• Exceptional written and verbal communication skills with meticulous attention to detail.
• Strong analytical capabilities and ability to translate legal expertise into actionable feedback for AI systems.
• Demonstrated commitment to innovation at the intersection of law and technology.
• Experience working with cross-disciplinary teams in fast-paced environments.

Preferred Qualifications

• Prior exposure to AI, legal tech, or training initiatives.
• Experience across a range of motion types (e.g., motions to dismiss, summary judgment, discovery motions).

Benefits

• This is an opportunity to work at the intersection of law and technology.
• You will help define how AI is developed for a new generation of legal practitioners.
• You will apply your courtroom experience in a high-impact research environment.

How to apply

Apply here with your Indeed profile. We will then email you a link to complete your application on the hiring platform — your application is only considered once that final step is done.